I get what you're saying. I was a charter member of
D23. My membership lapsed during a period where my Dad passed away suddenly, less than a month after my Mom was diagnosed with Dementia and Alzheimer's, and I was out of town for a month dealing with arrangements.
After I got home and eventually realized about the lapse, I contacted D23 to see if they would reinstate my membership and charter member status. They said no. Period. It had lapsed, nothing they could do. Not so much as a "sorry for your loss" at least. I told them I would obviously pay for the lapsed period, but really wanted to keep the charter member status. I asked about speaking with anyone more senior, eventually got a call and was told the same. This would have cost them NOTHING, but the principle meant something to me. I absolutely get that they didn't owe it to me, but why not do it?
They didn't care about my circumstances, didn't care that we own a gazillion DVC points, are AP holders, have a Disney VISA, have been on a
Disney cruise, do rD races in addition to annual trips, etc., etc.
Didn't care in the least. I've never signed up for D23 again and never will. It took me a while before I wanted to think about anything Disney. In the end, we still enjoy our WDW trips, rD trips, etc., so we go on them. I have felt a tad different about Disney since then, though. Bottom line for me is that it's about whether we want to go to WDW, ALL things considered. We still do. If at some point that equation shifts enough, I'll wave au revoir!